Many years ago, in the late 80’s as a young college jock cracking the closet door, I met some older gay guys. By older, I mean they were probably early 30’s at the most - to me at the time, that was older. Anyway, they weren’t kept or keepers but thru them, I did meet one kept fellow. Very good looking man in his 50’s I’d guess - he had that distinguished look. Obviously gay - not that was femme (he was actually a fairly muscular gym guy for his age and the time), just his vibe, his looks, his comments. Anyway, he was married to an older woman (she was very wealthy heiress) who knew of his activities, and who had her own but wanted the husband, the arm candy.
I came to find out, while everyone knew about him, everyone pretended not too. He’d always play the faithful husband role when together, but when wifey was away doing her thing, he would have these amazing all male parties either at her townhouse in NYC or her house in the Hamptons. Their relationship and the parties were quite the eye opener to younger me. I was told by my older friends, this fellow had a generous allowance from the wife, and earned a decent amount as an appraiser- nothing full time, more like on retainer for one of the big auction houses for when they needed him.
What made him so interesting to me was that while he was kept by the wife, he also had his own fellows he would keep. He had a taste for younger muscled jock types, so his parties would be like 40% his friends, 60% muscled jock boys. There were some amazing eye candy - especially in the Hamptons where for the jock boys, less was more in terms of clothing.
Once he had a boy (generic term - these were all by and large college boys, or just out of college) he’d give them an allowance, treated them well, took them on 5 star vacations, gave them gifts, the whole nine yards. For their part, the boys weren’t to go out with other guys, and were expected to be on call as he needed. Usually they didn’t last long - about a year or so - he’d find a new one and rotate him in, and the other out. And yes, I was inquired after lol but young me, while fascinated by all of it, was too scared I guess to follow thru. What might have been, eh?
Funny enough, I did wind up meeting someone who was one of the fellows who did follow thru almost 20 years later. His stories made me question my decision but as he said to me, while he wouldn’t trade the memories or experiences he was relieved when he was rotated out. Still a very hot guy, wound up as in house counsel at one of the big banks so he was fairly well heeled. We actually became FWBs for about 6 months when we were both single, and I can understand why the keeper picked him - he was both blessed and skilled with his blessing. We’re still in touch but he’s living overseas now so right now just F without the WB.
As for the kept man, he’s a widower now. He gets an yearly stipend from her estate and lifetime use of the townhouse and the house out East. He’s actually been with the same boy for a number of years now. According to my former FWB above, the kept man is 100% besotted with this boy. So rather than rotate him out, the kept guy has the boy bring in young big muscle boys to play with now for once offs or short term fun. He’s easily 70-75 by now, so good for him I say, but I do wonder about the current boy how he’ll wind up, what he is or thinks he will get out of this relationship.
Ah well - not my life so not my concern either.
Thanks OP and others for this thread and my walk down memory lane! Hope my walk wasn’t too boring for you gents!
